Dimethylamine → HCID 9834935、化合物

HRID 1167241

反応式

HRID 1167241 の反応式
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].Cl[S:13]([OH:16])(=O)=[O:14].[CH3:17][NH:18][CH3:19]>CO.C(Cl)Cl.Cl>[CH3:8][C:6]1[CH:7]=[C:2]([CH3:1])[C:3]([N+:9]([O-:11])=[O:10])=[CH:4][C:5]=1[S:13]([N:18]([CH3:19])[CH3:17])(=[O:16])=[O:14]

参加物

7

反応物 3

HCID 674DimethylamineHCID 69914-Nitro-m-xyleneHCID 24638Chlorosulfonic acid

生成物 1

HCID 9834935HCID 9834935、化合物収率 37%

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid溶媒HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
130 °C

実験手順

In a dry flask under argon filled with 2,4-dimethyinitrobenzene (1.0 g, 6.61 mmol), chlorosulfonic acid (5 mL) was added dropwise. The resulting solution was stirred at 130° C. for 4 h, and then the mixture was poured slowly onto ice. A light brown precipitate formed and was isolated by filtration. The solid was dissolved in methanol (20 mL), and dimethylamine (3 mL) was added with stirring. After 15 min, the reaction mixture was diluted with methylene chloride and 1 M HCl. The layers were separated, and the organics were dried and concentrated. Purification of the residue by flash chromatography (15% ethyl acetate/hexanes) provided 2,4-dimethyl-5-nitro (N,N-dimethyl)benzenesulfonamide (626 mg, 37%) as a white solid. Anal. Calcd for C10H14N2O4S: C, 46.50; H, 5.46; N, 10.85. Found: C, 46.68; H, 5.25; N, 10.71.

後処理

  1. additionwas added dropwise
  2. additionthe mixture was poured slowly onto ice
  3. customA light brown precipitate formed
  4. customwas isolated by filtration
  5. stirringwith stirring
  6. waitAfter 15 min
  7. customThe layers were separated
  8. customthe organics were dried
  9. concentrationconcentrated
  10. customPurification of the residue by flash chromatography (15% ethyl acetate/hexanes)

出典と根拠

ORDレコード
ord-cfcef51d76e14bb9b49ffe780ca6a967
出典データセット
uspto-grants-2003_09
特許番号
US06617357B2

関連ノート

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